Laugh your way through Columbus Day weekend at Rogue Island Comedy Festival, the area's bi-annual comedy festival featuring four days of comedy shows on Thursday, October 9th - Sunday, October 12th.

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The Broadway Street Fair is back, October 11th from 12:00 - 6:00 PM from Equality Park to Washington Square. Think: a community event filled with local artists, live music, food, and more. 

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Shops, galleries, pop-ups, restaurants and food vendors, music, historic sites and fun surprises all over town. 

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Looking for a perfect fall day? Mark your calendars for October 12th, a day filled with Giant pumpkins, food trucks, free corn mazes, family fun and more at Frerichs Farm in Warren for their annual Southern New England Giant Pumpkin Weigh Off.

Oh, and by Giant pumpkins, we're talking B-I-G pumpkins, in previous years the winning pumpkin weighed in at 2201 lbs. What do you think the winning pumpkin will weigh this year?

Can't make the weigh off? Head to Frerichs Farm weekly for Pumpkin Palooza ay Frerichs Farm happens every weekend from September to late October. Ride the Magic Pumpkin Coach, make your own scarecrow, stroll the mum fields, choose your own pumpkin and so much more. 

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Walk around Bowen's Wharf for great deals on end-of-summer items and additions to your fall wardrobe from the shops along the waterfront, from October 10th - 13th, 2025.

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Apple picking, fresh fruits and veggies, flowers, pick-your-own pumpkins and all things fall at the annual Young Family Farm Autum Fall Fest. Happening the weekend of October 11th & 12th from 10:00 AM - 4:30 PM.

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The Amica Newport Marathon was recently voted as having the "Best Half Marathon" and "Best Race Swag" in the Northeast by Competitor Magazine. The course is simply astounding: winding ocean-side roads, miles of waterfront views, and sweeping vistas of the grand mansions along Bellevue Avenue.

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Two days of seasonal harvest fun at Sakonnet Vineyard awaits. Join in for a community social gathering and a celebration of the 50th anniversary of the Sakonnet Vineyard.

Plus, Sunday will feature a specialty farmers market by Tiverton Farmers Market. Featuring over 75 vendors, including local farms, food entrepreneurs & food trucks, fine art, artisans, and makers. Attendees can also enjoy live music in the barn and delicious food from local food trucks and the Vineyard kitchen.

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When: Through Early November
Where: Rail Explorers USA

Enjoy pedal-powered ride along the Southern Circuit featuring small campfires to spread out around with Rail Explorers. Bring your own marshmallows to enjoy while you savor twilight across the Narragansett Bay.

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Where: 94 William Street, Newport, RI
Admission: $49.50 per person

Demure, mysterious, and cloaked secrecy, the moment you step into Paradigm Escape Rooms the autumn harborside streets become a distant memory as you are transformed into another world. "Locked" in a dark room, with friends or family, that’s scary enough right? Then add in the pressure of having to work together to crack a code to get out. Located in the historic district in Newport, Paradigm Escape Rooms are the unique culmination of theater, engineering and art. Offering two immersive experiences, groups between 2-6 guests can choose between two rooms, The King's Tomb or da Vinci’s Test, each a 1-hour experience. Dare to play?

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When: Through mid-October
Where: Newport Harbor
Admission: Prices vary

There's something intoxicating about a fall harbor cruise—when the water remains warm but the air is newly crisp. Help raise the sails on a legendary America's Cup yacht, spot seals lounging off the coast on an education vessel, or sip a mimosa on an 80-foot, turn-of-the-century-style pilot schooner. 

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When: Now - November 5th, Fridays - Sundays
Where: Escobar's Highland Farm
Admission: $10 ages 12 and up, $8 children 5-11, free for children under 3 (cash only)

Get lost in the 8-acre corn maze at Escobar's Highland Farm. Not to worry, they'll rescue you if you get lost. 

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When: Thursday - Saturdays, Evenings
Where: The Grand Bellevue, Portsmouth, RI

Not sure what to expect? A night of food, travel, and intrigue at the immersive murder mystery experience aboard “Mystery on the Bellevue Express” dinner train; where you become part of the story.

Guests transform into sleuths and suspects and our lead mystery pro’s will help advance the plot as you and your guests uncover clues and solve the train's mystery of ‘whodunnit.’

You are encouraged to dress the part of the theme or era making the evening a truly unforgettable experience. 

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When: Saturdays & Sundays starting October 25th
Where: Blithewold Manor, 101 Ferry Road, Bristol 
Admission: Members (6 people): $45 | Non-Members (6 people): $65

Enjoy an outdoor cozy experience to celebrate the season at Bristol's Blithewold Manor, Gardens and Arboretum. Grab your closest friends and enjoy s'mores kits, well-stocked fire pits, and hikes around the estate's award winning gardens and landscape. 

While you’re there, do a fun activity or craft, stroll around the grounds, and visit the Big Beautiful Bamboo Bird sculptures for one very cozy afternoon in the fresh air!

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These fall months harvest the perfect opportunity for some of our favorite cozy-weather activities: pumpkin & apple picking, hayrides & corn mazes, and more. 

When you find your hands itching for some pick-your-own experiences, find all the spots you can head to, here.

When: Thursday - Saturdays
Where: Sweet Berry Farm, Middletown, RI

The natural and sustainable beauty brand, Farmaesthetics, will be hosting a pop-up shop at Sweet Berry Farm through the fall. Shop and swoon over the assortment of sustainable products and accessories, open weekly on Thursday - Saturdays through October 18th. 

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When: Weekends through October
Where: Pachet Brook Tree Farm + Escobar's Highland Farm

Head to Pachet Brook Tree Farm, a 90-acre family-run farm in Tiverton, for a 30-minute hayride through the fields and woods decorated for the season, ending at the pumpkin patch. Hayrides are also offered at Escobar's Highland Farm in Middletown.